Thermal Isomerizations of cis,anti,cis-Tricyclo[7.4.0.02,8]tridec-10-ene
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- 作者：Phyllis A. Leber ; George R. Mann ; III ; William Hancock-Cerutti ; Matthew F. Wipperman ; Sylvia Zohrabian ; Ryan M. Bell ; John E. Baldwin
- 刊名：The Journal of Organic Chemistry
- 出版年：2012
- 出版时间：April 6, 2012
- 年：2012
- 卷：77
- 期：7
- 页码：3468-3474
- 全文大小：293K
- 年卷期：v.77,no.7(April 6, 2012)
- ISSN：1520-6904
文摘
cis,anti,cis-Tricyclo[7.4.0.02,8]tridec-10-ene (13TCT) undergoes [1,3] sigmatropic rearrangements at 315 掳C in the gas phase to the si product 1 and to the sr product 2 with si/sr = 2.1. The dominant thermal isomerization process, however, is epimerization at C8 to afford product 3. That stereomutation at C8 occurs 50% faster than the si and sr shifts combined.