ABC26OR0110 · Natural Products

Subject: Organic Chemistry · Chapter: Natural Products · Topic: Carbohydrates · Exam: CSIR-NET JUNE 2017 · Marks: 2 · Difficulty: Hard

The major product formed in the reaction of D-glucose with $\mathrm{ZnCl_2}$ in MeOH is a methyl glucopyranoside (A or B). The structure of this product and the molecular orbital interaction present between ring-oxygen and the anomeric C-O bond responsible for its stability, respectively, are structure structure A B
(a)A and $n \rightarrow \sigma^{*}$
(b)A and $n \rightarrow \sigma$
(c)B and $n \rightarrow \sigma^{*}$
(d)B and $n \rightarrow \sigma$
Answer
Answer (as printed): C
Explanation
Anomeric effect present in compound (B)

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