A novel reductive fragmentation reaction in thio-sugar chemistry

DOI: 10.1016/S0040-4039(98)00700-X

Source and publish data:

Tetrahedron Letters p. 4267 - 4270 (1998)

Update date:2022-08-05

Topics:

Authors:

Brochard

Lorin Lorin

Spiess Spiess

Rollin Rollin

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Article abstract of DOI:10.1016/S0040-4039(98)00700-X

When reacted with Grignard reagents, azaheterocycle/thiosugar hybrids such as the benzothiazo-2-yl derivative 1 undergo a novel type of sugar ring- cleavage to build up chiral polyoxygenated vinyl sulfides with a high degree of stereocontrol.

Full text of DOI:10.1016/S0040-4039(98)00700-X

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Product name:(1S,2R)-1-{(4R,5S)-5-[(E)-2-(Benzothiazol-2-ylsulfanyl)-vinyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-hexane-1,2-diol

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