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Expanding Diversity without Protecting Groups: (+)-Sclareolide to Indolosesquiterpene Alkaloid Mycoleptodiscin A and Analogues
Organic Letters ( IF 4.9 ) Pub Date : 2016-05-16 00:00:00 , DOI: 10.1021/acs.orglett.6b01145 Karre Nagaraju 1 , Rambabu Chegondi 1 , Srivari Chandrasekhar 1
Organic Letters ( IF 4.9 ) Pub Date : 2016-05-16 00:00:00 , DOI: 10.1021/acs.orglett.6b01145 Karre Nagaraju 1 , Rambabu Chegondi 1 , Srivari Chandrasekhar 1
Affiliation
Short and scalable synthesis of the complex pentacyclic indolosesquiterpene natural product mycoleptodiscin A has been achieved from commercially available diterpenoid (+)-sclareolide in 19% overall yield. This approach allows one to prepare various analogues of mycoleptodiscin using McMurry cyclization as a key reaction with just three chromatographic purifications.
中文翻译:
在没有保护基团的情况下扩大多样性:(+)-香紫苏内酯到吲哚倍半萜生物碱Myepteptodiscin A及其类似物
从市售的二萜类(+)-香紫苏内酯以19%的总收率实现了复杂的五环吲哚倍半萜烯天然产物Mycoleptodiscin A的短而可扩展的合成。这种方法允许使用McMurry环化作为关键反应,仅需进行三项色谱纯化,即可制备出多种Mycoleptodiscin类似物。
更新日期:2016-05-16
中文翻译:
在没有保护基团的情况下扩大多样性:(+)-香紫苏内酯到吲哚倍半萜生物碱Myepteptodiscin A及其类似物
从市售的二萜类(+)-香紫苏内酯以19%的总收率实现了复杂的五环吲哚倍半萜烯天然产物Mycoleptodiscin A的短而可扩展的合成。这种方法允许使用McMurry环化作为关键反应,仅需进行三项色谱纯化,即可制备出多种Mycoleptodiscin类似物。