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A General Approach to 3- n -Butyl-5-alkylindolizidines: Total Synthesis of (−)-Indolizidine 195B

✍ Scribed by Angle, Steven R.; Kim, Musong

Book ID
120446261
Publisher
American Chemical Society
Year
2007
Tongue
English
Weight
141 KB
Volume
72
Category
Article
ISSN
0022-3263

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A General Approach to Indolizidine Alkal
A General Approach to Indolizidine Alkaloids From 1-Benzyloxy-5-(p-toluenesulfonamido)-3-alken-2-ols: Synthesis of (+)-Monomorine I
✍ Steven W. Riesinger; Joakim Löfstedt; Helena Pettersson-Fasth; Jan-E. Bäckvall 📂 Article 📅 2000 🏛 John Wiley and Sons 🌐 English ⚖ 105 KB

In Scheme 4 on page 3278, structures 5a and 5b are incorrectly given. The correct scheme is printed below. Scheme 4. (a) Pd/C, H 2 , MeOH; (b) pyridineϪSO 3 , DMSO, Et 3 N, CH 2 Cl 2 ; (c) 9, tBuOK, THF, Ϫ78°C; (d) PtO 2 , H 2 , EtOH; (e) Na/NH 3 , EtOH, Ϫ78°C to room temp.; (f) 10% Pd/C, H 2 , 1 

A General Approach to Indolizidine Alkal
A General Approach to Indolizidine Alkaloids From 1-Benzyloxy-5-(p-toluenesulfonamido)-3-alken-2-ols: Synthesis of (+)-Monomorine I
✍ Steven W. Riesinger; Joakim Löfstedt; Helena Pettersson-Fasth; Jan-E. Bäckvall 📂 Article 📅 1999 🏛 John Wiley and Sons 🌐 English ⚖ 253 KB 👁 1 views

A versatile method for the preparation of indolizidine developed. The utility of this approach was demonstrated by the synthesis of (+)-monomorine I. alkaloids from 1-benzyloxy-5-(p-toluenesulfonamido)-3alken-2-ols as stereodefined key intermediates has been butene-1,4-diol (Scheme 1). The stereoche