Temporary restraints to overcome steric obstacles: An efficient strategy for the synthesis of mycalamideB

John C. Jewett; Viresh H. Rawal

doi:10.1002/anie.201003361

Temporary restraints to overcome steric obstacles: An efficient strategy for the synthesis of mycalamideB

John C. Jewett, Viresh H. Rawal

Research output: Contribution to journal › Article › peer-review

12 Scopus citations

Abstract

Restrain and release: A one-pot MukaiyamaMichael/epoxidation sequence introduced three stereocenters, an intramolecular isocyanate trapping produced a rigid 10-membered cyclic carbamate, and the selective opening of the cyclic carbamate was used to reveal the fully constructed natural product.

Original language	English (US)
Pages (from-to)	8682-8685
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	49
Issue number	46
DOIs	https://doi.org/10.1002/anie.201003361
State	Published - Nov 8 2010
Externally published	Yes

Keywords

DielsAlder reaction
MukaiyamaMichael reaction
amides
mycalamideB
natural products

ASJC Scopus subject areas

Catalysis
General Chemistry

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10.1002/anie.201003361

Cite this

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abstract = "Restrain and release: A one-pot MukaiyamaMichael/epoxidation sequence introduced three stereocenters, an intramolecular isocyanate trapping produced a rigid 10-membered cyclic carbamate, and the selective opening of the cyclic carbamate was used to reveal the fully constructed natural product.",

keywords = "DielsAlder reaction, MukaiyamaMichael reaction, amides, mycalamideB, natural products",

author = "Jewett, {John C.} and Rawal, {Viresh H.}",

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AU - Rawal, Viresh H.

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KW - MukaiyamaMichael reaction

KW - amides

KW - mycalamideB

KW - natural products

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Temporary restraints to overcome steric obstacles: An efficient strategy for the synthesis of mycalamideB

Abstract

Keywords

ASJC Scopus subject areas

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