The C15-C27 segment 2 of the aglycone ,$ of venturicidins A and B was synthesized and then total synthesis of 3 was accomplished via intramolecular Wittig-Horner reaction of the ester from 2 and the previously synthesized Cl-Cl4 segment 1. In the preceding paper, the synthesis of the Cl-Cl4 segment
Total synthesis of the aglycone of venturicidins A and B — I synthesis of C1C14 segment
✍ Scribed by Hiroyuki Akita; Harutami Yamada; Hiroko Matsukura; Tadashi Nakata; Takeshi Oishi
- Publisher
- Elsevier Science
- Year
- 1990
- Tongue
- French
- Weight
- 219 KB
- Volume
- 31
- Category
- Article
- ISSN
- 0040-4039
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📜 SIMILAR VOLUMES
The C15-C27 portion of venturicidin X was prepared using substitution reactions of alkyl trifluoromethanesulfonates with a vinylmetal compound followed by homogeneous hydrogenation. Together with our previous synthesis of the C1-C14 portion of venturicidin X, a formal total synthesis of venturicidin
## Abstract Chain extension of an aldehyde by two “propionate” units has been attained by stereoselective allylboration with the chiral 1‐methylbutenyl boronate 3 to give, e.g., the homoallylic alcohol 6, followed by a regioselective hydroboration/carbonylation procedure to give, e.g., the epimeric
The CI-C9 segment of epothilons was generated by an aldol reaction between chiral aldehyde 3 and ethyl ketone 4. Removal of the TBS protecting groups and debenzylation generated spiro ketal 13 which was analyzed by X-ray crystallography.