期刊
ORGANIC LETTERS
卷 10, 期 2, 页码 357-359出版社
AMER CHEMICAL SOC
DOI: 10.1021/ol702921x
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资金
- NCRR NIH HHS [P20 RR015569, P20 RR015569-09, RR-15569] Funding Source: Medline
One-pot reduction/allylic diazene rearrangement of lactic acid- and mandelic acid-derived alpha,beta-unsaturated tosyl hydrazones leads to 1,4-syn- or 1,4-anti-E-2-alkenyl arrays in high yield and diastereoselectivity. Either the syn or the anti diastereomer can be prepared by choosing the appropriate alkene stereoisomer of the hydrazone. The E-alkenes led to the 1,4-syn isomers, while the Z-alkenes led to the 1,4-anti isomers, both with >= 20:1 diastereoselectivity.
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