Progress toward the total synthesis of psymberin/irciniastatin A.
نویسندگان
چکیده
In this paper, we describe our synthesis of four key building blocks for the total synthesis of psymberin (1) and its C4 epimer (2). Despite early difficulties in processing material to the advanced intermediate stage, we have been successful in developing high-yielding syntheses for the pyran core, natural side chain, 4-epi side chain, and aryl fragments of the molecule. Our findings from the optimization process are presented herein.
منابع مشابه
Total synthesis of irciniastatin A (Psymberin).
The total synthesis of (+)-iriciniastatin A (psymberin) is reported in 19 steps and 6% overall yield. Key reactions include a highly convergent enolsilane-oxocarbenium ion union to generate the C8-C25 fragment and a late-stage coupling of a hemiaminal and acid chloride to complete the synthesis.
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عنوان ژورنال:
- The Journal of organic chemistry
دوره 74 15 شماره
صفحات -
تاریخ انتشار 2009