Felkin-Anh-Selective Hiyama Addition to O-Protected Lactaldehydes: A General Solution to the Blastmycinone Stereoproblem.

DOI: 10.1021/jo00252a040

Source and publish data:

Journal of Organic Chemistry p. 4098 - 4103 (1988)

Update date:2022-09-26

Topics:

Authors:

Mulzer, Johann

Schulze, Thomas

Strecker, Achim

Denzer, Wolfgang

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Article abstract of DOI:10.1021/jo00252a040

The Hiyama addition of 6a-c to the O-protected lactaldehydes 5a,b, proceeds with high Felkin-Anh selectivity. 7c, readily available in 20-g quantities, is the key intermediate in diastereocontrolled syntheses of all blastmycinolactol diastereomers (1-4a) in enantiomerically pure form.

Full text of DOI:10.1021/jo00252a040

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