The formation of the macro ring of rifamycin S (4) has been accomplished by generating the lactam linkage through cyclization of a suitably protected and activated amino acid (4). 1 Previous papers from these laboratories on the synthesis of rifamycin S (1) have dealt with 2 in 80% yield occurs unde
Studies on the total synthesis of rifamycin. A method for the stereospecific synthesis of the carbonyl-conjugated 1,3-diene unit [C(15) to C(20)]
β Scribed by E.J. Corey; Greg Schmidt
- Publisher
- Elsevier Science
- Year
- 1979
- Tongue
- French
- Weight
- 280 KB
- Volume
- 20
- Category
- Article
- ISSN
- 0040-4039
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π SIMILAR VOLUMES
One interesting possibility for the elaboration of the C(15) to C(29) chain of the antibiotic rifamycin S (l)l is illustrated by the antithetic relationship indicated in Scheme I. In this plan the ry SCHEME I 3 intermediate zwhich corresponds to the C(19) to C(27) chain is disconnected to a bifuncti
The protected C(1) to C(15) segment of FK-506 has been prepared from D-glucose, glycolic and L-pipecolic acid. The novel, highly active immunosuppressive agent FK-506 (1) has attracted considerable attention.1 The biological potency as well as some unique structural features render this 23-membered
A new approach was developed to versatile enantiopure stereotriads using chiral oxazaborolidinone-promoted asymmetric aldol reaction of a racemic aldehyde with a bromo silyl nucleophile. A short synthesis of the C 15 -C 21 segment of (+)-discodermolide was achieved by elongation of one of the stereo