Articles Synthesis of the Scalarane Sesterterpenoid 16

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Articles

1.

Synthesis of the Scalarane Sesterterpenoid 16-deacetoxy-12-episcalarafuranacetate , Xi-Bo Chen, Qian-Jia Yuan, Jing Wang, Si-Kai Hua, Jiagmeng

Ren, and Bu-Bing Zeng

The Journal of Organic Chemistry , 2011, pp 7216-7221

DOI: 10.1021/jo2008127

Mechanism: Scheme 2: Conversion 5 to 6 and 7 to 8

DIBALH reduction and Wittig reaction

Significance: Marine Natural Products

2.

Asymmetric Synthesis of an Antagonist of Neurokinin Receptors: SSR 241586 ,

Thomas-Xavier Metro, Anne Cochi, Domingo Gomez Pardo, and Janine Cossy

The Journal of Organic Chemistry , 2011, pp 2594-2602

DOI: 10.1021/jo102471r

Mechanism: Schemes 4 and 6: Conversion 4 to 5 and 8 to 9

Imine formation and Grignard reaction

Significance: Broad disease treatment

Kristin and Allison

3.

Ratiometric Fluorescent Chemosensor for Hg2+ Based on Heptamethine

Cyanine Containing a thymine Moiety, Hong Zheng,* Xiao-Juan Zhang, Xin Cai,

Qing-Na Bian, Min Yan, Ge-Hui Wu, Xue-Wang Lai, and Yun-Bao Jiang

Organic Letters (Articles ASAP)

Publication Date (Web): April 9, 2012 (Letter)

DOI: 10.1021/ol3004047

Mechanism: Schemes 1: Conversion 5 to 4

Conversion of carboxylic acid to acid chloride to ester

Significance: Synthesis of chemosensors for detection of heavy metals

4.

Construction of the Azocane (Azacyclooctane) Moiety of the Lycopodium

Alkaloid Lycopladine H via an Intramolecular Hydroaminomethylation

Strateg y, Joshua R. Sacher and Steven M. Weinreb

Organic Letters (Articles ASAP)

Publication Date (Web): April 9, 2012 (Letter)

DOI: 10.1021/ol3007277

Christina and David

Mechanism: Schemes 1 and 2: Conversion 4 to 5 and 8 to 9

Ketone reduction and Grignard reaction

Significance: Synthetic challenge and various biological properties

5.

Asymmetric Michael Addition of Substituted Rhodanines to α,β-Unsaturated

Ketones Catalyzed by Bulky Primary Amines , Feng Yu, Haoxiang Hu, Xiaodong

Gu, and Jinxing Ye

Organic Letters (Articles ASAP)

Publication Date (Web): April 6, 2012 (Letter)

DOI: 10.1021/ol300489q

Mechanism: Table 1 and Scheme 3: Conversion 2a + 3a to 4a and 4a to 9

Michael reaction and LDA promoted cyclization

Significance: antibacterial, antiviral, antimalarial, and antitumor activities

6.

Mukaiyama–Michael Reactions with Acrolein and Methacrolein: A Catalytic

Enantioselective Synthesis of the C17–C28 Fragment of Pectenotoxins , Eeva K.

Kemppainen, Gokarneswar Sahoo, Arto Valkonen, and Petri M. Pihko

Organic Letters , pp 1086–1089

Publication Date (Web): February 1, 2012 (Letter)

DOI: 10.1021/ol203486p

Abbie, Tru and Janet

Mechanism: Scheme 2 and Table 2: Conversion 23 to 24 and formation of 18a and b

DIBALH reduction, Grignard, Mukaiyama-Michael reaction

Significance: Cytotoxicity

7.

Total Synthesis of an Oxepine Natural Product, (±)-Janoxepin

, Richard G.

Doveston, René Steendam, Stuart Jones, and Richard J. K. Taylor

Organic Letters, pp 1122–1125

Publication Date (Web): January 30, 2012 (Letter)

DOI : 10.1021/ol300039x

Mechanism: Scheme 2 and Scheme 3: Conversion 5 to 9 and 12 to 13

Condensation reactions

Significance: Anti-malarial activity

8.

Rapid Access to Conformational Analogues of (+)-Peloruside A , Zhiming Zhao and Richard E. Taylor

Organic Letters, pp 669–671

Publication Date (Web): January 11, 2012 (Letter)

DOI : 10.1021/ol203268t

Mechanism: Scheme 1: Formation of 3 and 5

LDA alkylation, Grignard, Aldol condensation (Don’t worry about the Dess-

Martin mechanism after the Aldol condensation)

Significance: cancer chemotherapeutic potential

9.

A Concise Total Synthesis of (±)- and (−)-Okilactomycin D

, Dawen Niu and

Thomas R. Hoye

Organic Letters , pp 828–831

Publication Date (Web): January 24, 2012 (Letter)

DOI: 10.1021/ol203355g

Ryan, Jenn, Miah

Mechanism: Scheme 3: Conversion of 16 to 17 and 19 to 20

Grignard, Wittig, DIBALH reduction

Significance: antitumor, antimicrobial, and cholesterol biosynthesis inhibition

10.

Synthetic Studies toward Lapidilectine-Type Kopsia Alkaloids , Erica E. Schultz,

Brian G. Pujanauski, and Richmond Sarpong

Organic Letters , pp 648–651

Publication Date (Web): January 3, 2012 (Letter)

DOI: 10.1021/ol203302f

Mechanism: Scheme 2: Conversion of 19 to 13

Dieckmann condensation, NaBH

4

reduction, amide-ester formation

Significance: anti-cancer

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