Synthetic research on cyclitols using C6-chiron, 6-(benzyloxy)-3- cyclohexen-1-ol: A concise and highly diastereoselective synthesis of (-)- gala-quercitol

DOI: 10.1016/S0040-4039(99)00608-5

Source and publish data:

Tetrahedron Letters p. 3781 - 3784 (1999)

Update date:2022-09-26

Topics:

Authors:

Maezaki, Naoyoshi

Nagahashi, Noboru

Yoshigami, Ryoko

Iwata, Chuzo

Tanaka, Tetsuaki

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Article abstract of DOI:10.1016/S0040-4039(99)00608-5

Transformation of a C₆-chiron, 6-(benzyloxy)-3-cyclohexen-1-ol into polyoxygenated cyclohexanes involving a stereodivergen epoxide rearrangement was investigated. An asymmetric synthesis of (-)-gala-quercitol was accomplished via sequential highly diastereoselective epoxidation, base- promoted epoxide rearrangement, and dihydroxylation.

Full text of DOI:10.1016/S0040-4039(99)00608-5

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