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Structure reassignment of laurefurenynes A and B by computation and total synthesis.

ABSTRACT: The originally assigned stereostructures of laurefurenynes A and B have been reassigned on the basis of DFT calculations of NMR chemical shifts, synthesis of model compounds and total synthesis of laurefurenyne B, demonstrating the power of this combined approach for stereostructure elucidation/confirmation.

SUBMITTER: Shepherd DJ

PROVIDER: S-EPMC4280896 | biostudies-other | 2013 Sep

REPOSITORIES: biostudies-other

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Structure reassignment of laurefurenynes A and B by computation and total synthesis.

Shepherd David J DJ Broadwith Phillip A PA Dyson Bryony S BS Paton Robert S RS Burton Jonathan W JW

Chemistry (Weinheim an der Bergstrasse, Germany) 20130821 38

The originally assigned stereostructures of laurefurenynes A and B have been reassigned on the basis of DFT calculations of NMR chemical shifts, synthesis of model compounds and total synthesis of laurefurenyne B, demonstrating the power of this combined approach for stereostructure elucidation/confirmation. ...[more]

PMID: 23963665

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