Efficient and Selective Synthesis of (S,R,R,S,R,S)-4,6,8,10,16,18-Hexamethyl- docosane via Zr-Catalyzed Asymmetric Carboalumination of Alkenes (ZACA Reaction).

Efficient and Selective Synthesis of (S,R,R,S,R,S)-4,6,8,10,16,18-Hexamethyl- docosane via Zr-Catalyzed Asymmetric Carboalumination of Alkenes (ZACA Reaction). Research Abstract Details 

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Efficient and Selective Synthesis of (S,R,R,S,R,S)-4,6,8,10,16,18-Hexamethyl- docosane via Zr-Catalyzed Asymmetric Carboalumination of Alkenes (ZACA Reaction). Abstract Text:

(S,R,R,S,R,S)-4,6,8,10,16,18-Hexamethyldocosane (1) was synthesized in 11% yield in 11 steps in the longest linear sequence from >/=98% pure (S)-beta-citronellal and 6 additional steps for the preparation of 11 in 23% yield from propene. Five of the six asymmetric carbon centers were generated catalytically and stereoselectively by the ZACA reaction (5 times), one lipase-catalyzed acetylation, and two chromatographic operations.

Efficient and Selective Synthesis of (S,R,R,S,R,S)-4,6,8,10,16,18-Hexamethyl- docosane via Zr-Catalyzed Asymmetric Carboalumination of Alkenes (ZACA Reaction). Publishing Authors By Initials

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Efficient and Selective Synthesis of (S,R,R,S,R,S)-4,6,8,10,16,18-Hexamethyl- docosane via Zr-Catalyzed Asymmetric Carboalumination of Alkenes (ZACA Reaction). Journal Published:

PUBLICATION TYPE: Journal Article

Journal: Organic letters

VOLUME: 10

Page Numbers: 1099-101

Journal Abbreviation: Org. Lett.

ISSN: 1523-7060

DAY: 15

MONTH: 02

YEAR: 2008

Efficient and Selective Synthesis of (S,R,R,S,R,S)-4,6,8,10,16,18-Hexamethyl- docosane via Zr-Catalyzed Asymmetric Carboalumination of Alkenes (ZACA Reaction). Information

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LANGUAGE: eng

NlmUniqueID: 100890393

Efficient and Selective Synthesis of (S,R,R,S,R,S)-4,6,8,10,16,18-Hexamethyl- docosane via Zr-Catalyzed Asymmetric Carboalumination of Alkenes (ZACA Reaction). Keywords Mesh Terms:

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AFFILIATION: Herbert C. Brown Laboratories of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, Indiana 47907-2084.

Country: United States

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